Bloomberg | Getty Images

Tencent's headquarters in Shenzhen, China, pictured in August 2016.

Chinese internet giant Tencent Holdings Ltd said on Monday it would lead an $863 million investment in apparel platform Vipshop Holdings Ltd , upping its rivalry in retail with Alibaba Group Holding Ltd.

Tencent will invest $604 million in exchange for a 7 percent stake in Vipshop, while e-commerce firm JD.com Inc - a long-standing ally - will invest $259 million for a 5.5 percent stake, the two firms said in a statement.

The companies did not clarify why the cost of Tencent's purchased stock was higher than JD.com's. Neither company responded to requests for comment on Monday afternoon.

The deal extends a recent push by Tencent into Alibaba's home turf of retail, where the firm hopes to leverage its messaging service WeChat and its online payment systems to drive shopping demand.

Martin Lau, Tencent's President, said the tie-up would bring Vipshop Tencent's "audiences, marketing solutions, and payment support" to help tap China's rising middle class. Tencent's WeChat has nearly a billion users.

The looming retail battle reflects a wider, long-running stand-off between Tencent and Alibaba, who have made competing investments in areas as diverse as bike-sharing apps, food delivery and gaming.

"Right now in the Chinese market we have two internet powers," said Weiwen Han, managing partner for Greater China at Bain & Company. "Investments will either fall into the Alibaba or Tencent camp."

He added, however, that such deals were difficult to turn into successful ventures.

"It remains to be seen how they will be integrated successfully, (and) whether or not these will actually be effective investments."

Retail fault lines

Alibaba has been looking to reshape the battle lines of China's online and offline market. Its Tmall and Taobao platforms dominate online and it has invested over $10 billion in a push into brick-and-mortar stores.

Tencent, Asia's most valuable company with a market capitalization of $473 billion, plans to invest 4.2 billion yuan ($636 million) for a 5 percent stake in supermarket operator Yonghui Superstores Co Ltd.

It is already a major stakeholder in JD.com.

The latest deal, at a 55 percent premium to Vipshop's closing share price on Friday, will help Tencent tap the firm's young, female shoppers and give it access to reams of consumer and transaction data to help it compete with Alibaba's Alipay.

JD.com's Chief Executive Richard Liu said the move would help "expand the breadth and reach of our fashion business." That comes after he said last month around 100 Chinese apparel merchants had left its platform in the last quarter due to what he called "coercive" tactics by competing platforms.